Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Maui Resort Rentals: Honua Kai Konea 632 – Upgraded 6th Floor Corner 2BR, Partial Ocean AND West Maui Mountain Views
Konea 632 is a luxurious 2BR/2BA suite boasting an impressive 6th-floor corner location. It offers the best of both worlds with sweeping views of the majestic West Maui Mountains as well as partial views of the Pacific Ocean and Maui's neighbor island Molokai from the...
Amazing pool, secure parking, walk to beach, shops, restaurants and much more!
"Thank you Sandra for everything! We absolutely loved staying at your condo and would happily stay again. It exceeded any expectation. Thank you for also being so communicative and inquisitive throughout our stay. Much appreciated!" - CynthiaThe Waikiki Landmark's...
3-bdrm Oceanview Condo at Makahuena -Walk to Poipu Beaches- NEW Split A/C SYSTEM
Located in the "almost always" sunny, resort town of Poipu, on the gorgeous south shore of Kauai, this oceanfront complex is situated on the southernmost point of the island. From the edge of the dramatic cliffs, just above the crashing waves, you can watch the sunrise...
KV F405 New Listing Location is Key for Your Maui Getaway Condo w Ocean Views
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
. Designer Remodeled. All Ground fl, Lovey tropical flower gardens.n
PARADISE DREAM WORLD. MAUI KAMAOLE- - Professionally decorated by a noted San Francisco designer. You will feel the relaxing atmosphere of "Magical Hawaii" with the New and lovley interior with 22 acres of lush tropical flower gardens .This is the last phase of Kihei's...
Private space in paradise
Nestled in the magical and untouched area of the fabled North Shore of Oahu, our charming private countryside beach cottage is a 5-minute walk to a private white sandy beach, surf, fishing and the best places to eat on the island. 1 bedroom, 1 full bathroom, sleeps 4 ....
Renovated 2nd-floor condo with ocean/garden views, lanai, on-site hot tub & pool
Sugar Beach Resort 203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Sugar Beach Resort #203! This attractive and newly renovated oceanfront condo has access to a...
Maui Resort Rentals: Honua Kai Hokulani 732 - 7th Floor 1BR w/ Expansive West Maui Mountain Views!
Hokulani 732 is a luxurious 7th-floor one-bedroom suite that offers expansive vistas of The West Maui Mountains with their frequent afternoon rainbows. The suite is ideally suited for small families and couples who are looking for luxurious and spacious accommodations...
Maui Sunset BR, 2BA Condo B-307 - New King Bed
Maui Sunset is the perfect vacation home on Maui. Your island days can be filled with recreation and fun. Swim in Maui Sunset's beautiful pool with a shallow end for small children or just relax on a chaise lounge by the pool or in the jet spa. This lovely resort also...
🌴Kona Alii #710 Wonderful top floor penthouse in the heart of Kona🌴
Ocean view penthouse overlooks downtown Kailua-Kona Stay right in the heart of Kailua-Kona a stone's throw from the ocean, restaurants andgift shops. This beautifully remodeled penthouse includes a high end kitchen, a large lanai anda private sundeck that overlook the...
Fairway Villas | Lanai Overlook
Summary:Come stay at this golf course front, tropical villa at the Waikoloa Beach Resort! Spend your days relaxing by the pool, golfing, kayaking, snorkeling, or going on glass-bottom boat tours! The Kings' Shops are within a short distance, where you can find delicious...
Spectacular Views from 7th Floor Oceanfront Whaler Condo Unit 751
Enjoy this elegant and luxurious seventh story condo (Unit 751) as your home on the beach. It’s right on the water’s edge in Maui's premier vacation area 'Kaanapali Beach.' Relax on your wrap-around lanai as you enjoy unobstructed views of the beach, ocean,...
Ocean-Front jewel & amazing views, here the ocean is your backyard.
Our jewel condo is a 5 Star rated by our amazing guests for our spectacular oceanfront ground-level condo. Only 15 feet away from stepping into the ocean, and the unobstructed 180% ocean views of Molokai & Lanai islands with memorable sunsets & whale watching in season...
Waikiki Fully Furnished w/pool - walk to beach!
Waikiki Fully Furnished Ready-to-rent Condo.Centrally located in the heart of Waikiki, Honolulu. Minutes away from the prime strip of Waikiki Beach, Waikiki Market, Waikiki International Market place, Honolulu Zoo, Kapiolani Park, Waikiki Shell, shops, restaurants, bus...
Pili Mai 15H - Central A/C, Pools, Gym
PILI MAI 15H AT KOLOA KAI VACATION RENTALSModern Luxury Meets Island CharmDiscover the perfect blend of contemporary comfort and tropical tranquility at Pili Mai 15H, a stunning two-bedroom, two-and-a-half-bathroom condo set amidst the lush greens of the Kiahuna Golf...
Maui Resort Rentals: Honua Kai Hokulani 815 - Top Floor Deluxe 2BR, Expansive Corner Floor Plan, Stunning Ocean Views!
As one of the finest two-bedroom suites available to rent at the entire Honua Kai Resort, Hokulani 815 boasts an exceptional 8th-floor penthouse corner vantage point and is among a class of the most sought-after 2 bedroom floor plans at Honua Kai.What distinguishes this...
Maui Resort Rentals: Honua Kai Konea 1032 – 10th Floor "Penthouse" 2BR w/ Mountain & Partial Ocean Views
Konea 1032 is a remarkable two-bedroom, two-bath suite boasting an impressive 10th-floor "penthouse" corner location. It offers the best of both worlds with views of the tranquil blue Pacific Ocean as well as the majestic West Maui Mountains. Oversized picture windows...
Luxury Oasis Resort Villa
This newly renovated luxurious Villa is nestled in the quiet neighborhood of Ko Olina Hillside. This Villa has 3 bedrooms/1 sleep sofa and can sleep up to eight guests. Choose to spend your days on the Ko Olina Championship golf course or at one of the 4 lagoons located...
1202A Cliffs RESORT, 159.00 5/2-5/7 Super Blow Out Sale with 10 Star Reviews!
*Our NEWLY Remodeled Modern Timeless Studio* at The Cliffs Resort in Princeville-Kauai, the north side of the island, where Majestic Views are endless in every direction, is for travelers that will spend most of their time outdoors and come home to relax... We are close...
SPECTACULAR OCEAN VIEW! A/C, Wi-Fi, Pool, FREE Valet Parking, Steps to Beach!
Waikiki Beach Tower #2001 – 2470 Kalakaua Ave.If you'd like to be directly across the street from the best swimming and surfing beach in Waikiki, then this two-bedroom, two-bath Waikiki Beach Tower condo with 1150 sq.ft. interior living space (and a large 160 sq.ft....
Welcoming Condo with Ocean View | Pono Kai Resort | PK-G104
Pono Kai's pool will be closed for repairs September 2025 through November 2025.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.🌺 Ocean View Escape at Pono Kai Resort 🌺1 Bedroom • 1 Bath • Sleeps 4 • Prime East Shore...
Come explore the peace & beauty of Maui. Across from Charley Young Beach!
DREAMING OF HAWAII? We invite you to stay at our family-owned Maui Vista condo (Building One, unit 124) in sunny, South Maui. This one bedroom, one bathroom 1st floor condo is across the street from Kamaole I beach, aka Charley Young Beach, one of the best beaches on...
PRIVATE OCEAN FRONT ESTATE ON TURTLE COVE, NAPILI. nMOST SPECTACULAR LOCATIONn
THE MOST MAGICAL PLACE ON MAUI! SNORKEL WITH TURTLES, WATCH SURFERS FROM YOUR LANAI AND ENJOY EXQUISITE DIRECT OCEANFRONT DINING, TRULY A TROPICAL PARADISE!!Jacuzzi, Pool Table, Dry Sauna .....
Ocean views just steps to the beach
Kahana Reef 208 is a 1-bedroom, 1-bathroom condo that comes equipped with a modern split A/C system in the living room and pool/ocean views. There are elevators at this property. Unit 208 can accommodate up to 4 guests. The master bedroom is thoughtfully designed with...
Beach Bungalow, Walking Distance to Everything
Our completely remodeled tropical retreat is located in the highly desirable area of South Kihei, which is renowned for its beautiful beaches and proximity to restaurants and shops. This ground floor condo opens up to a lanai with a tropical garden view – the perfect...
New Listing Hale Mahal - 3 AC bedroom newly renovated Princeville Home Sleeps 8
This gorgeous, fully furnished 3-bed, 2.5-bath home in Princeville features an ideal open-concept floor plan. With newly remodeled bathrooms and AC in all of the bedrooms, this home is your perfect home away from home. Enjoy movies and TV with a 90” 4KTV in the living...
KBM Resorts | FREE CAR | Honua Kai Konea | Mountain view | Gorgeos 1-Bedroom Condo with included Beach Gear! HKK-816
Spacious 1-bedroom top-floor villa in Konea Tower with mountain and peek-a-boo ocean views, elegant flooring, private lanai, and resort amenities-ideal for a luxurious Maui retreat.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival...
'PONO PLANTATION COTTAGE' SUMMER IN PARADISE-3 BEDROOM
Aloha and Welcome to our 'Pono Plantation Cottage' your private Maui getaway.***CHRISTMAS SEASON HAS A MINUMUM STAY OF 10 NIGHTS***Nestled hillside across from the beautiful Ka'anapali Ocean Resort. Relax in vintage Hawaiian comfort in our spacious 3 bedroom, 2 1/2...
Sweeping Ocean Views! Gorgeously Renovated Luxury Suite! Free Parking & Pool!
Waikiki Beach Tower #1903 – 2470 Kalakaua Ave.INCREDIBLE unobstructed ocean views! Bask in the luxuriousness of this spacious 2-bedroom, 2-bath suite, fully renovated from top to bottom (Dec 2017) with high-end touches including mahogany cabinets and intricately...
Panoramic Views, Upgraded 2 bed, 2.5 baths, AC
Breathtaking views of the ocean, coastline, lush green hills, and palms! With a picturesque ocean view, our top floor condo offers privacy, cooling trade winds and panoramic ocean vistas which a camera can't begin to capture. We could see sail boats on the ocean and...
Lani Kai - Beachfront on Hanalei Bay with Sauna, Hot Tub and Fire Pit
Nestled along the serene shores of Hanalei Bay, Lani Kai, translating to "Heavenly Ocean Home," welcomes guests to its newly refurbished splendor. This spacious four-bedroom, four-bathroom abode caters perfectly to large families or couples seeking ample room to relax...
Private | Oceanview | Spacious | Bright 3BR House
Welcome to Malulani Green Haven! This private 3bd/2ba home is located in a gated, quiet cul-de-sac neighborhood right in the heart of Kailua-Kona. You'll enjoy a spectacular panoramic ocean view from the backyard lanai and a view of Mauna Loa on the opposite side. The...
Spacious Condo Paradise at Kuilima West
***WE ARE ON OAHU, AND CONTINUE TO WELCOME TOURISM***Welcome to your spacious 2 bedroom, 2 full bath, PLUS loft comfortable deluxe condo on the North Shore of Oahu. We are in Kuilima Estates West, which is next to the Turtle Bay Resort. There are 3 pools , tennis...
Quaint studio in the heart of Kaanapali
E Komo Mai “welcome” to Maui Eldorado K211! This tropical Maui Eldorado condo is located in the heart of Kaanapali, one of the world's most well-known destination resorts. It's ideal for a romantic getaway, as well as the family looking for kid-friendly beaches and...
Paia Surf Condo
Classic Paia surf condo located on the first floor of Kuau Plaza centrally located on Maui's north shore. Your private patio leads out to a large communal lawn and palm trees. Mama's hidden beach is only a two min walk, Ho'okipa a two minute drive, a 5 minute drive to...
Maui Resort Rentals: The Whaler 965 - Gorgeous 9th Floor Studio, Fantastic Pacific Ocean and West Maui Mountain Views!
Enjoy gorgeous views of the Pacific Ocean and Maui's neighboring island Lanai, as well as views of the lush West Maui Mountains, from this luxurious 9th-floor studio suite at the Whaler in the heart of Kaanapali Beach.Luxuriously remodeled, Suite 965 offers plenty of...
Maui Westside Presents: Honua Kai - Konea 642/643 4 bed ocean view sleeps 12
Welcome to Konea 642 and Konea 643, two stunning condos in the heart of Maui's most sought-after resort community. Perfect for large families or groups of friends, these luxurious properties are available for rent together, allowing you to enjoy ample space, privacy,...
KBM Resorts | FREE CAR | Mahana | Oceanfront | 2-Bedroom Condo with Beautiful Nightly Sunsets! MAH-611
Oceanfront 2-bedroom villa with panoramic views of lanai, Molokai, & Maui's coast. Enjoy sunrise coffee or sunset cocktails on the lanai, just steps from the beach. Perfect for couples or families.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii...
2-bedroom condo just 3 minutes from Kamaole Beach Park 3
In the heart of Kihei, Maui, find your haven within this two-bedroom plus a loft condominium. Nestled just a short walk from the stunning Kamaole Beach Park 2 and 3, and the picturesque Keawakapu Beach North, this vacation rental offers the perfect blend of relaxation...
Large Studio In a "Tropical Sanctuary" Just A Short Walk To Paia Town & Beaches!
We have three newly renovated air-conditioned studios on our property. This add features our newly renovated 3 bedroom 3.5 bathroom ocean view upstairs house. The house has a full kitchen, large living room, indoor and outdoor dinning, smart TV, free streaming Wifi,...
Beautiful South Shore Maui 2B/2B Condo w Ocean Views Next to Pickle Ball Courts
Luana Kai Resort is located on Maui’s South Shore on the Ocean side of S Kihei Road. Beautifully landscaped grounds w swimming pool, sauna, jacuzzi, cabana outdoor kitchen, and gas barbecue grills. Tennis courts, pickle ball courts, 9 hole putting green, and shuffle...
Breathtaking golf course and sunset views
Welcome to Kapalua Golf Villa 26P 5&6a beautiful 2-bedroom, 2-bathroom condo that offers fine artwork throughout, central A/C, and an in-unit washer/dryer. Please note that there are 2 flights of stairs and no elevators. Unit 26P 5&6 can accommodate up to 6 guests. The...
Ocean Views 2BR, Ground Floor & A/C! Ekolu 1405!
Conveniently located on the ground floor, you can soak in the ocean view while relaxing on a chaise lounge chair on the lanai while watching the sunset!. The large private lanai off of the living area has an adjacent lawn area. The lanai offers plenty of outdoor seating...
Papakea Resort - 3 BR Vacation Rental, Sleeps 9
E Komo Mai! Exciting News from Maui!Maui is ready to welcome you back! -West Maui is open and bustling- restaurants, beaches, activities, grocery stores, Old Lahaina Luau, Whaler's Village, and The Cannery are all welcoming visitors. -New Restaurants to try: Be sure to...
Hualalai 72-105 Pakui~private residence~pool~spa~walking distance to resort
Located at the entrance to Pakui Street - a popular area for vacation rentals, this 3 bedroom, 3.5 bath home is part of the world renown Hualalai Resort that features the Four Seasons Hotel, Sports Club & Spa, championship golf, tennis and a wide range of ocean sports...
Aloha Condos, Kanaloa at Kona, Condo 2004, Oceanfront, AC
The best located condos at Kanaloa include this top floor luxury condo. Sunset Views Year RoundDirectly OceanfrontTop FloorArguably the Best Location in KanaloaRecent Kitchen Renovation• Oceanfront Location• Sunset Views Year Round• Quiet, Residential Location•...
Unbeatable Ocean Vistas - Polo Beach Club 606 - Beachfront Living!
Polo Beach #606Welcome to Polo Beach #606, an elegant top-floor oceanfront condo at the sought-after Polo Beach Club in Wailea. With breathtaking panoramic views of the Pacific and neighboring islands, this luxurious two-bedroom, two-bathroom retreat is the perfect...
Ma'alaea Surf Unit G4 1BR ground floor Beachfront Condo, Wifi, AC, TV, Pool
Ma'alaea Surf, Unit G4 is a conveniently located ground floor unit, just steps away from the large pool. This warm luxurious unit features a recently upgraded fully furnished kitchen, large master suite with King size bed and a queen size sofa bed in the living room....
Waikoloa Saltwater Haven in Vistas
Welcome to Waikoloa Saltwater Haven, a vacation rental condominium located on the fringe of the prestigious Waikoloa Beach resorts' world-class golf course. This fully furnished and spacious two-bedroom, two-bath unit offers a luxurious retreat for your Hawaiian...
Famous Ilikai Ocean View Luxury Condo! NO RESORT FEES! FREE WIFI
This 500 s.f large Ililai studio offers a cozy retreat for guests. With a comfortable king bed and a pull out queen sized sleeper couch make 4 people sleep comfortable. There are open full kitchen with granite counter tops and a granite shower bathroom. Split AC and...