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.
Fantastically Remodeled Condo with Huge Ocean Views
Aloha! Welcome to magical, mystical, mythical Maui. My intimate, meticulously maintained one bedroom two bath condo is located on the 1st hole of the legendary Wailea Old Blue Golf Course. If you are searching for a first class yet budget friendly Wailea resort...
Beautiful Plantation at Princeville
Lovingly maintained home! Bright and airy, ground level condo with attached one-car garage in a desirable community in Princeville on the North Shore of Kauai. This unit is the essence of aloha and comfort. Brand new linens, new boogey boards & cooler chest. The...
Aloha Condos, Kanaloa at Kona, Condo 203, Fairway Front, AC
Prime fairway front location - great for bird watching or watching golfers along the 11th fairway of the Kona Country Club Ocean Course. Peaceful and spacious with lovely Hawaiian decor, this condo is the perfect escape for two couples or a family. Top Floor Condo with...
Aston Waikīkī Beach Tower by Gather 2BR Condo w/ Oceanview, Pool & Lanai
Overlooking Waikiki’s sparkling shoreline, Aston Waikiki Beach Tower by Gather is a bright and stylish two-bedroom, two-bathroom retreat set in the heart of Honolulu’s most iconic district. With sweeping ocean views from your private lanai and modern resort amenities at...
KBM Resorts | FREE CAR | Honua Kai Konea | 1-Bedroom Condo, Steps to Beach! HKK-236
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Luxury! 3Bd Ocean Beach front in Paradise! Hyatt Residence Club
AMAZING! LUXURY! BEST OF THE BEST 3 Bed, 3 Bath in Maui!! Ocean Beach front Paradise!!THE UNIT IS AN UPPER FLOOR 3 BEDROOM, 3 BATH WITH SPECTACTULAR OCEANFRONT VIEWS OVER THE PALM TREES! There are only 6 upper floor 3 bedroom units at this exclusive resort. Most owners...
Absolute OCEANFRONT; Walk to Beach/Kona Town, A/C, Oceanfront Pool, Elevator
Right on the ocean, newly renovated upscale condo. Unbelievable views from the lanai, living room, and bedroom of this condo. Close to everything! 1-2 blocks to Honl's beach, farmers market, restaurants, bars, and shops in Kailua Village. Brand new king bed as well as...
SUPER SALE in April! ~ QUALITY Villa ~ Very COMFORTABLE ~ Easy Access on parking level
Welcome to one of a few exclusive members of the Platinum Maui Vacations ohana, (familiy). We call this Kapalua Golf Villa, (unit 17 T-3&4), Hale O Ho'aloha. A Hawaiian phrase which roughly translates to English as 'Home of Friends'.We call this unit a 1.5 bedroom...
Oceanview Condo Casa De Emdeko, Kona, Hawaii
1-bedroom 1-bath condo in the ocean front property. Close to several beaches, Kailua Village, and Coconut Grove Marketplace with restaurants, music, and shopping. The Kona Trolley and island-wide bus service has a stop in front of the property. Watch the whales and...
Blue Lagoon Estate at Mauna Lani Resort
Enjoy the best Hawaii has to offer in this luxury 10,000 sq ft Kona Coast tropical estate on The Big Island in the Champion Ridge enclave of Mauna Lani. Enjoy the private heated lagoon pool and spa and access to many of the Mauna Lani resort area amenities including a...
Molokai Island Retreat Wavecrest- Ocean Views
Aloha and welcome to Molokai Island Retreat! Molokai Island Retreat is located on the highly desirable lush east end of Molokai (we are not on Maui) in the Wavecrest Resort. Our condo offers a breathtaking bird’s-eye view of the ocean, with stunning vistas extending all...
Luxury family friendly home within walking distance to Poipu Beach.
Honu House is located in sunny Poipu on the south shore of Kauai. This home was completed in March of 2019. Honu House is an open concept home with beautiful koa wood floors and 10' ceilings throughout, boasts 2 master suites on the main level with plush king size beds...
Ocean View Condo | Pono Kai Resort | PF-G102
Pono Kai's pool and spa will be closed January 6-31, 2026 for the installation of the new pool deck fencing.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.Experience the beauty of Kauai in this charming 1 bedroom, 1 bathroom...
Private Cozy Studio walking distance to beaches, shops, restaurants and bars
This studio is perfect for the vacationers who wants to spend their time out and about exploring the island and still have a very nice, comfortable place to come home to. It's on the 4th floor of The Island Surf in South Kihei and within walking distance of many shops,...
REMODELLED, prime OCEAN VIEW at Maui's #1 Kaanapali beach J221
Enjoy a prime ocean and golf course view, while sipping your morning coffee from the privacy of your own lanai.Bright Hawaiian style decor adorns this comfortable and relaxing suite. Perfect for a couple seeking a 5 star relaxing suite in Kaanapali. Tastefully...
Poipu Sands 437: Updated Spacious 2BR Ocean View Condo, A/C, pool, tennis, beach
Welcome to Poipu Sands 437! This top floor ocean view condo is spacious, updated and comfortable, with a 300+ sq ft lanai overlooking the cliffs of Shipwreck Beach, perfect for turtle, dolphin and whale watching (in season). There are two bedrooms, two bathrooms, a...
Lovely 2 bed 2 bath Maui Kamaole 2 story condo w views, tennis, pools, hot tubs
Stay in the heart of South Maui at tranquil, low-density Maui Kamaole in southern Kihei. This quiet, second-floor, two-level 2-bedroom, 2-bath condo comfortably sleeps six with two king bedrooms and a queen sofa sleeper in the living room. Enjoy three-zone split A/C in...
Puako Beach Luxury Oceanfront Home- 3 Guest Suites
Say aloha to this gated oceanfront retreat! Beach access is a short 5-minute walk away, but your vacation begins as soon as you step on the grounds of this stunning property. Upon arrival, you’ll be greeted by a beautiful entryway of Balinese design. Once inside, you’ll...
Stunning Modern Condo Across Street from Turtle Beach, Learn to Snorkel or Surf!
Beach Villas at Kahalu’u is one of the newest condo complexes built along the lush Kona Coast on Alii Drive. It is located directly across the street from historic Kahalu’u Beach Park. Hawaiian people once fished and surfed here, and chieftains bathed in pools that are...
Kolea 6E ~ Oceanview Three Bedroom Kolea Villa
Along with ample living space, Kolea 6E offers a nice ocean view of A'Bay over one of the few vacant lots remaining at Kolea. This villa is great for families as well as those just looking for a peaceful getaway in Hawaii.As you enter the villa you will be astonished at...
Mahana 1204 Oceanfront Penthouse. Top floor whale watching - direct beach access
1204 has it all: luxury accommodations with panoramic top-floor views, beachfront, and direct beach access.Experience the ultimate Maui getaway, perfect for small families and couples. Whether celebrating a romantic honeymoon, special anniversary, or birthday, unit...
Ultimate Luxury,Ocean Views,Walking Distance to Beaches!Kapalua Bay Villa 33B3-Quam Properties
Welcome to Kapalua Bay Villa 33B3, your private slice of paradise where the ocean greets you from every room and the spirit of Maui surrounds you in comfort and style. Perched above the sparkling waters of Kapalua Bay, this 1,750-square-foot luxury townhouse villa...
Top Floor, Retreat w/Mtn Views & Beach Access, 1538
Unit 1538 is a cozy and inviting retreat perfectly suited for a relaxing getaway. This spacious studio features a comfortable king-sized bed, a full kitchen, a washer/dryer, and a large bathroom with a walk-in shower. The room is also equipped with a large flat-screen...
Ocean Edge Bliss w/Island Decor, Kitchen Ease, Lanai, Flat Screen, WiFi–Kaha Lani 327
Castle Kaha Lani Resort #327 - Comfy and casual, this 739 sq. ft. suite boasts a Pacific Ocean view that’s hard to beat! End a dreamy Kauai day with cocktails and fresh catch prepared to perfection in the full kitchen. Touches include a flat screen, WiFi, ceiling fans,...
New Listing: Bright corner condo in Kihei
New Listing! Sunlit Corner Penthouse in Kihei – Maui Banyan P409Escape to paradise in this bright and breezy 1-bedroom, 1-bathroom corner unit penthouse condo at Maui Banyan, ideally located in sunny South Kihei. Nestled on the top floor with elevator access, this...
Magic Sands Ocean Front Condo. Kailua-Kona
This studio is oceanfront with stunning views. The popular Magic Sands beach is right next door. Bar and restaurant downstairs and bike rentals across the street. Close to Kailua-Kona town and other popular beaches including the famous snorkel beach Kahalu'u.This unit...
OCEANFRONT High Floor RENOVATED Maui Kai 806 Condo Private OPEN Lanai KING BED
OCEANFRONT High Floor RENOVATED Maui Kai 806 Condo Private OPEN Lanai KING BEDExperience true oceanfront at low welcome back pricing!Recent Cal KING bed and appliances!MK806 is an oceanfront studio condo apartment with a perfect ocean view that has been completely...
Oceanview Kihei Akahi D210: Updated 1BR/1BA, Perfect for everyone!
Unit D-201 has been completely remodelled and refurnished with modern, beachy decor. Fully renovated kitchen is wide open and includes views from the large, stone island and is fully equipped for the home chef! Dining table for 4 inside is perfect for game night....
Maluhia at Wainani - New Poipu Home with Private Pool & AC
Maluhia at Wainani is a fresh and stylish modern villa with all the amenities one desires while on vacation. Tucked back away in the quiet part of Poipu, but still perfectly located near the beach, this home is the idea vacation spot. Centrally located in Poipu Beach...
12th Floor Waikiki City & Mountain Views! Full Kitchen! Walk to Beach!
Ilikai Marina #1299 – 1765 Ala Moana Blvd.Discover this spacious and beautifully upgraded corner-end unit offering stunning mountain and city views, located just steps from the ocean at the Ilikai Marina. Enjoy the tradewind breezes on either of your 2 private lanais....
New! Luxury Split-Level Retreat at Pili Mai 15E
Luxury Split-Level Retreat at Pili Mai #15E | Poipu ParadiseProperty OverviewWelcome to this stunning split-level home at the prestigious Pili Mai Resort in sun-soaked Poipu, Kauai. This immaculately maintained 3-bedroom residence offers the perfect blend of Hawaiian...
Luxury Beachfront Home in Haena AC, Pool TVNC5141
Mana Kauai Island Vacations Presents Holo Makani! The gated estate of Holo Makani is located in the sand on a dramatically beautiful and pristine beach on Kauai's North Shore coast line. Enjoy the lull of the ocean and the gentle trade winds coming in off the water...
Tropical "Jungalow" Near the Sea
Enjoy indoor-outdoor living in our bright, open home... Relax on the lanai overlooking lush vegetation and lava outcrops, smell the fragrant Hawaiian air and listen to the waves crash in the distance. Secluded and quiet--a garden oasis far from the maddening crowd. Open...
Kuhio Shores designer 2br oceanfront condo w/ AC
This beautiful 2 bedroom and 2 bathroom condo has been fully updated and sits directly on the ocean. You will not find a better view and location in Kauai.All beach amenities such as towels, chairs, and boogie boards are provided.3 AC UnitsFully remodeled bathroomsTV’s...
Executive Balinese Vacation Home in Hawaii Kai
Find serenity,luxurious style, at Hale Maluhia. This Oahu vacation rental, whose Hawaiian name translates to "house of tranquility," is a beautifully contemporary resort close to some of the island's best beaches and east oahu coastline. Invite up to eight friends or...
Dazzling Waikiki Apt Sleeps 7-excellent A/C & PARKING included
Stylishly, modern and comfortable apartment perfect for your stay in Waikiki. Perfect for a family/group. There are 2 separate bedrooms one king bed/one queen bed. The living room has a queen sofa bed. The kitchen is stocked with necessities to cook your meals & a...
On Golf Course, Cedar Hot Tub, Walk to Beach, Market, Trails! BOHO Modern
Welcome to Paradise – The Luana HouseExperience modern island living at The Luana House, a Boho Modern retreat designed by a local architect and nestled on the scenic Makai Golf Course in Princeville. This newly rebuilt spacious 4-bedroom, 4-bath home features vaulted...
Oceanfront Chic | 2BR Ocean View High Floor
This is a NEW listing and it's gorgeous! We are confident you will have a great experience. Welcome to your front-row seat to Maui’s magic.Perched on the 5th floor of a coveted oceanfront resort in Ma'alaea, Island Sands 502 is a fully remodeled and beautifully curated...
Private Luxury House POOL/ SPA -AIR CON - Amazing Life
LIVE YOUR DREAM IN PARADISE ! 3 LOVELY BEDROOMS - EACH WITH THEIR OWN BEAUTIFUL VIEW... AMAZING PRIVATE POOL - WITH TURTLES ETCHED INTO THE FLOOR BELOW... THE SPA GIVES A GENEROUS MASSAGE AS THE WATER CASCADES INTO THE POOL. STAY FOR A MONTH AND GET A FEEL FOR WHAT...
Gated 2-story beach house with big yard
Hoku Lani, or “Heavenly Star” is a two story air conditioned 3 bedroom, 2.5 bath home with lofty ceilings, concrete construction and gorgeous details throughout. You’ll love the mahogany and kiwi custom cabinetry and granite countertops in our gourmet chef kitchen. Fine...
Hale Koaniani - 3BR Beachfront Home in Ha'ena
TVNCU#1059 - TA# 121-109-0944-01 - "House with the Cooling Breeze"A true oasis, Hale Koaniani is a meticulously cared for three bedroom, two and a half bath home and a rare find on Kauai's spectacular North Shore. It’s elegantly constructed and furnished and has ocean...
Wailea Ekahi 10C - Close to Main Pool & Beach! Spacious condo -Sleeps Up to Four
Our home is in the 1st (and closest) phase of Ekahi and is just steps away from the main pool pavilion, the beach, and a second pool even closer. Ekahi is a huge complex, so check the complex maps we included before booking. Some units are in another zip code!You have...
4 Mi to Beach: Keaau Retreat w/ Relaxing Porch!
'Ke'ena Ma Puna' | Private Outdoor ShowerA tranquil paradise awaits you and your loved one at this cozy 1-bathroom studio in Keaau, Hawaii! After exploring the nearby Paradise Cliffs or Shipman Beach, rinse off in the outdoor shower and unwind on the front porch while...
Luxury Vacation Rental Napili Gardens | 3 Bedrooms
Summary:Aloha Future Guests,Relax in luxury in this clean, comfortable, and modern Maui home, designed with elegant island-style touches that reflect the beauty of Maui. Just moments from the golden sands of Napili Bay, this serene retreat offers the perfect blend of...
Makai Hideaway 600ft from Ocean Giant Deck/Gameroom Ask about 10 day special
10 day special in September through early December.https://www.youtube.com/watch?v=VigSB3M4z3w The above is the link to a video of my house.Makai Hideaway is quiet and peaceful. Unwind and relax from city life. House is an an hour south of Kona and one hour ten minutes...
🏖️Beautiful Oceanfront | Air-Conditioned | Sleeps 6 | Walk to Beach | vrKCV🏖️
vrKCV - Kona Onenalo #1, Professionally Managed by Kona Coast VacationsEscape to Paradise - Air-Conditioned 3-Bedroom, 3-Bathroom Townhome in an Oceanfront CommunityDiscover the perfect combination of comfort, location, and island beauty at Kona Onenalo 1. This...
Maui Sunset A111, ground floor paradise
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Maui Sunset A111, ground floor paradiseGround floor means easy access to tropical gardens and the ocean beyond. Quiet location features large private view deck...
Kamaole Sands 6-110 3 bed 2 bath Luxury Tropical Oasis split AC W/D
***MAUI PROPOSED VACATION RENTAL BAN WILL NOT GO INTO EFFECT UNTIL 2030 IN THE UNLIKELY EVENT IT PASSES- YOUR BOOKING IS SAFE!! Elevate your Maui experience at highly renowned Kamaole Sands resort condo. Lush, tropical grounds, swaying palm trees, waterfalls and ponds...
Maui Resort Rentals: Westin Kaanapali Ocean Resort North 2BR Oceanfront VIlla
2 Bedroom Oceanfront Luxury Villa at The Westin Ka'anapali Ocean Resort North! This two bedroom, two bathroom luxury villa features over 1200 square foot of interior space and incredible ocean front views of the tranquil blue Pacific Ocean. The fully equipped gourmet...
Designer Condo in Hawaii Kai! Close to beaches, shopping, hiking!
Kick back and relax in this calm, stylish condo located in Hawaii Kai in east Honolulu. This newly redesigned condo is outfitted with brand new, high end furniture to match the allure of the beautiful, newly constructed building and fabulous amenities.This beautiful...