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.
Base of Diamond Head, Full Ocean View, 8th Floor, Private, 6 month special
Book 'em, Danno30 Night minimum booking is required. Available June 1, 2026Inquire about 6 month or longer rentals.Experience TRUE ALOHA in this condo that was home to James MacArthur, the original Danno of Hawaii Five-0, and is still owned by the MacArthur family. This...
Relaxing Kailua-Kona 2 bed/2 bath condo with central AC across street from beach
The comfort of home with this two bedroom, two bathroom condo located in the perfect location for your Kona vacation. The ocean is located directly across the street from the complex. Walking distance to Magic Sands Grill and the Poke Shack! The interior decor provides...
Maui Resort Rentals: Honua Kai Konea 710 – Top Floor 1BR w/ Ocean & Mountain Views
Konea 710 is a luxurious top floor one-bedroom partial ocean view suite that offers epic sunrise and frequent rainbow views. This penthouse 1BR/1BA suite offers expansive vistas of the West Maui Mountains coupled with glimpses of the Pacific. The suite is ideally suited...
Prime Poipu Location Home - Air Conditioning, Well-Stocked Kitchen, near Hyatt
Our spacious garden view 4 bedroom 3 bath Poipu Garden Villa with its private tropical landscaped yard, is one of the exclusive Lanai Villa private homes of Poipu Kai. Our Villa guests have access to the Poipu Kai Swim and Tennis Club and you will find the key fob and...
Upscale comfort at Punahele B304, looking at the Pacific ocean beyond the Kona Golf Course
Spacious tropical getaway looks over the Kona Country Club Golf Course and out the Pacific Ocean and offers two bedroom suites. Each bedroom includes a portable AC to keep you cool during the night. The open loft boasts two twin beds and a third bathroom with a shower....
Ocean view Maui paradise - Maui Vista 1315
This beautiful, well-appointed One-bedroom/One-bath condo at Maui Vista is your personal paradise—just a short stroll from the beach! Enjoy warm sunsets, golden sands, and unforgettable adventures on Maui’s breathtaking coastline. Whether you're swimming,...
Sweet Country Cottage
Beautiful bedroom cottage on Kauai’s northeast side. Lush yard full of fruit trees. Come for an authentic Kauai stay, far from resorts, but close to white sandy beaches and restaurants. Peaceful and lovely, you will enjoy this property and home. Bring your ear buds...
Hale Kai O Kihei Condo w/ A/C, Ocean View-Close to Beaches
Hale Kai O Kihei 312Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that...
Unobstructed ocean view 2Br/2Ba - upscale at a budget price
Stylish, upscale and super clean condo. Beautifully and tastefully decorated. Hotel zoned, (so not affected by potential Maui short term rental ban)- Fantastic Ocean View: unobstructed 180 degree view from kitchen and living room/dining area- Close to the famous South...
Seventh-floor oceanfront condo with gym, pool & high-speed WiFi
Mana Kai Maui Resort 701COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a beautiful wide view of the beach, ocean, and mountain from this corner condo! This retreat is a...
One Bedroom Apartment With Full Kitchen And Yard Five Minutes From The Ocean
Located just five minutes from downtown Kailua Village and the ocean we offer a beautiful one bedroom apartment that has a full kitchen, living room, covered lanai, large yard, outdoor BBQ, lounge chairs for sunbathing and private parking and entrance. This apartment is...
The Perfect Kauai Getaway!
Hale Maluhia is a large, fully equipped condominium/studio unit fronting on a tree lined walking path leading down to Anini Beach. It has a large, look well equipped kitchenette, Queen size bed, Wi-Fi, Smart TV, a full bath, beach towels, beach chairs, beach umbrella,...
🏖️Direct Ocean Front | AC | Concierge Included | vrKCV
vrKCV - Hali'i Kai 15F, Professionally Managed by Kona Coast VacationsWelcome to Hali'i Kai 15F – Your Oceanfront Oasis Above the Surf!Perched dramatically above the rhythmic surf, Hali'i Kai 15F offers an unforgettable oceanfront experience. This two-story,...
Kauai Sunsets - Hanalei Bay Resorts 5303
Hanalei Bay Resort 5303: This beautiful spacious 2 bedroom is located on the top floor with high open-beam ceilings. It is surrounded by tropical foliage and spectacular views of Hanalei Bay and Bali Hai. On your private lanai, you will capture the true Hawaiian Aloha...
Kahaluu beach condo with infinity pool & spa, lanai, sunset view - walk to beach
Kahaluu Beach Villas 1-203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Set right across the street from Kahalu’u Beach, this three-bedroom condo is within steps of one of the...
Oceanfront with unobstructed views of Molokai & Lanai, Sunsets, and Turtles!
Kahana Sunset is an amazing, private ocean front resort located 1 mile from Kapalua on Maui's beautiful west side. "Keoni Nui" Bay is lovely, and home to many majestic sea turtles and tropical fish. "Hale 'O Honu," House of Turtles, has unobstructed views of the Pacific...
Beach Front Condo (Ocean View), Best Snorkeling/Surfing.
This lovely, spacious condo at Kahalu'u Beach (Turtle Beach) has Ocean and Sunset views, and is the perfect escape for guests wanting easy access to swimming, snorkeling, surfing, paddle boarding and golfing. Ours is an unit on the ground floor in the back with views of...
Largest Two Bedroom/ Two Bath in the Village, Sleeps Eight & Close to the Beach
Located in the lower village, ground floor unit #20C has two lanais and a patio. The condo is surrounded by a private, tropical lawn area where children may securely play. The very light and airy 1700 square foot unit is situated on the corner of the building and...
Direct Oceanfront EVERY Room Kauhale Makai #214 - Largest Unit Available
We think our condo will be everything you are looking for to have a perfect vacation. #214 is located on the second floor; close enough to the ground to watch all the local bird and quail activity across the property grounds and yet high enough to offer extensive views...
Direct Ocean View in the Heart of Kailua-Kona/ At startline for Ironman!
Kona Plaza, located right in the heart of Kailua-Kona, is a quiet and private condominium building within walking distance of everything you want to do in Kona. Just across the street, you can go to the beach, the pier, shopping, and to the best restaurants in town....
Maui Resort Rentals: Honua Kai Konea 831 - Stunning 8th Floor Ocean View Studio
Peace and tranquility await your arrival to Konea 831, a spacious and luxurious oceanview studio that provides awe-inspiring views of the Pacific Ocean and solitude from the prevailing trade winds. Truly the best studio for rent by owner available in the highly sought...
Modern loft condo on golf course with ocean view
E Komo Mai “welcome” to Kapalua Golf Villa 22T2. This unit includes 1-bedroom, 1.5-bathroom retreat with stunning ocean views. In the living room, you'll find a comfortable queen sofa bed, perfect for accommodating extra guests or children. Relax here while gazing...
Mahana Resort 215 - Direct Oceanfront! 1 bed with extra 2nd bath - perfect spot for whale watching
Mahana 215 is a wonderful 2nd floor direct ocean front one bedroom with two baths condominium. Your spacious private lanai offers an intimate perspective of ocean and beach, especially for watching turtles, spinner dolphins, and, of course, humpback whales during the...
Kamaole Nalu 603: Top Floor Haven w/ Stunning Ocean Views & Awesome Beach Access
Kamaole Nalu #603 – Ocean View Living on Maui’s Golden CoastKamaole Nalu #603 is a beautifully appointed two-bedroom, two-bathroom condo with sweeping ocean views from its sixth-floor location. This oceanfront property offers the perfect blend of comfort and...
Steps from the Beach in North Kihei
Wailana Kai is located in North Kihei just a short distance from Sugar Beach. This is the perfect location for somebody who wants to be near the water. Sugar Beach is in an ideal spot in the middle of Maui allowing for easy drive times to Wailea in the south or Ioa...
Fantastic Ocean View Steps to Kamaole Beach 3
Hosted by VacaMauiWe chose Hale Kamaole due to it's fantastic location directly across the street from Kamaole Beach Park 3. Kamaole 3 is a beautiful white sand beach which is popular for swimming, snorkeling, and boogie boarding. Vaulted ceilings throughout, stainless...
2br Oceanfront Poipu Cottage w/AC by Alekona Kauai - TVNC 1120
Updated with modern touches, the Lani Kai Cottage vacation rental in Poipu is just steps from the ocean and enjoys stunning ocean views from the primary bedroom, living area and kitchen. With two bedrooms and two bathrooms, this vacation rental can accommodate up to...
Oahu North Shore Serene Home with Ocean & Mountain Views
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Please Note: No weddings, memorials, large parties, gatherings, or pets allowed.As soon as you see the North Shore Country from the...
Stunning Views at Kaanapali Royal P301
Feel like royalty at this graciously sized 2-bedroom, 2-bath unit with 1,400 sq ft of luxurious accommodations and offering some of the finest ocean views on the property. Perfectly situated overlooking the 16th tee of the Royal Kaanapali Golf Course and the stunning...
Permitted Hawaiian Princess - High floor, amazing view, ocean, turtles, sunsets
This one bedroom beachfront condo at the Hawaiian Princess Resort in Makaha is on one of the very best beaches on the island. This high floor unit has a spectacular sunset ocean view from the lanai, one of the best on the entire island. The condo has not been remodeled,...
Aloha Condos, Na Hale O Keauhou, Townhome K-1, Ocean View, AC
Na Hale O Keauhou K-1 is a spacious 1704 square foot 2-story luxury air-conditioned Townhome with Ocean Views. This delightful, well-appointed townhome is located on the western edge of the Private and Gated Na Hale O Keauhou Resort. Newly remodeled pool and recreation...
MKV 415 Updated Open Condo w Ocean Views and Sunset Beach Walks
Maui Kaanapali Villas 415 Soak in Some Much Needed Vitamin-Sea at Updated 1Bedroom Kaanapali Condo with Ocean Views and Sunset Beach Walks. Just North of Black Rock! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of...
Kailua-Kona Condo w/ Resort Access & Ocean View!
Treat yourself to a delightful Hawaiian getaway when you stay at this 1-bedroom, 1-bathroom Kailua-Kona vacation rental condo. Set along the lush landscape of Kona Coast Resort, the corner unit condo offers access to pristine pools, hot tubs, tennis courts, and more....
Expansive Oceanviews, AC, Walk to Poipu Beach
Our Big Kahuna is a 3650-square-foot, four-bathroom, five-bedroom residence that can accommodate up to fourteen guests using aero (inflatable) mattresses. This two-story residence merges our 3 bedroom, 2 bathroom unit upstairs unit and our 2 bedroom, 2 bathroom unit...
Wailea Ekolu #708
This Wailea Ekolu retreat goes hand in hand with your Maui experience. Here you will find a clean, open, beautiful condominium, with an amazing ocean view from everywhere within the condo. This is an ideal retreat, in a perfect setting that's a fabulous value.Wailea...
Aloha Condos, Kanaloa at Kona, Condo 1603, Oceanfront, Renovated
Relax in luxurious comfort with spectacular sunsets from your private lanai only 20 yards from the surf and 20 yards from a world-class golf course. At night, be lulled to sleep with the gentle sounds of the waves against the lava rocks and feel the soft breezes through...
Polo Beach Club 408 - 2 Bedroom Oceanfront Condo
Polo Beach Club 408 is a stunningly renovated vacation rental that offers breathtaking ocean views, making it an ideal getaway. Guests can relax on the lanai, enjoying the sight and sound of turquoise waters gently lapping the shores of the serene Polo Beach,...
Stunning Ocean View, C102 is the place to be!
A LITTLE ABOUT THIS CONDO...Lokelani C102 - Aloha! Welcome to the Owen Family ocean front hideaway in paradise. Lokelani C102 has been recently remodeled featuring an updated superbly appointed kitchen, new adjustable lighting and fans, new Cal-King Beauty Rest bed. The...
Maui Resort Rentals: Honua Kai Hokulani 649 - Upgraded 6th Floor 2BR, Fantastic Ocean Views!
Featuring a spacious layout with upgrades throughout, it comes as no surprise that Hokulani 649 has established itself as one of the most sought after 2 bedroom ocean view units at the Honua Kai Resort & Spa.Over $20,000 in custom local artwork adorns the walls along...
Polo Beach 106! Steps from the Beach! Amazing Views! Favorite Location!
Welcome to your own private oasis! This stunning oceanfront condo is just steps away from the beach, offering breathtaking views of the ocean and the sound of waves crashing on the shore.Visitors have been returning to Polo Beach Club for generations, and #106 will be...
Hikialani 🌺Mauna Lani Beautiful Furnished Walk to Dining, Shopping, and Beaches
Enjoy a beautifully furnished, newly available townhome in the Mauna Lani Resort where tropical birds and wildlife abound in the lush garden setting. This townhome has its own gated courtyard and lives like a private home. As you enter through the homes courtyard, you...
Stunning Views of Hanalei Bay and Bali Hai | Kauai North Shore
Hanalei Bay Resort, #3106One-of-a-kind studio unit with a stunning view overlooking Hanalei Bay and beautiful Bali Hai. Located at Hanalei Bay Resort - 22 acres of Hawaiian paradise only minutes away from one of Hawaii’s most beautiful white sand beaches, Pua Poa. Our...
Paradise Found at Hawaiian Princess, Makaha!
Aloha! If you're looking for an authentic Hawaiian experience, stunning beaches, local eateries, and a peaceful atmosphere far from the Waikiki hustle and bustle, you've found it! This one-bedroom, one-bath condo at Hawaiian Princess in Makaha, on Oahu’s beautiful...
Great location! Steps to the Cove Surf Spot! Island Surf 200
Absolutely the best kept secret in Kihei! This conveniently located "beach" themed remodeled 2 bedroom/ 2 bath unit on the 2nd floor, located in the heart of South Maui starts your vacation on the right foot!With a fully equipped modernized kitchen you will find all the...
Deluxe OCEAN VIEW Ground Floor END UNIT....Heated PoolnWalk to the Grand Hyatt
EXCEPTIONAL IN EVERY WAY describes one of the best Poipu Sands condos available. Until you get there, you would not realize the advantages to this unit as compared to all the others. Unlike many of the others, this one is opposite the HEATED POOL area and close enough...
Charming Mauna Lani Golf Villa! Private Beach Access! nGolf Course View 2BR/2BA
Enjoy our luxury Golf Villas condo located on the ground floor of a tranquil and lushly landscaped, gated community. It is immaculately clean and well appointed; ready to become your home away from home. Decorated in Island style, the open-plan living area leads to a...
Island Chic - Zen Retreat - A/C in 2 Bedrooms
Welcome to your modern haven of island living, where sleek design and thoughtful amenities converge to create a stylish retreat. This residence boasts not one but two master suites, a well-appointed guest room, a private office with a sleeper sofa and a range of...
Walua Oasis 2 Bed/2 Bath with Private Pool and Ocean Views!
Welcome to Walua Oasis, the ultimate vacation home for families and friend groups looking for a luxurious and serene getaway on the Big Island. This 2 bed/2 bath home has breathtaking ocean views throughout. Lounge poolside while taking in the palm trees and picturesque...
Luxurious 3 Bedroom Penthouse W/ Oceanview! Across The Street From Beach!
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to Paradise! Ocean View, 3 Bed/2 Bath Penthouse Corner Unit, Across From Beach & Sleeps 8 People - Rare Find! Great for couples, families and groups.Location & Luxury combined with Big Ocean Views...
GORGEOUS REMODEL-CLOSE TO THE BEACH-WELL EQUIPPED-METICULOUS CLEANING
Book with confidence, this brand new, gorgeous, remodeled 1 bedroom, 2 bathroom (818 sq ft.) ground floor condo at Kamaole Sands. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the...