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.
Oceanfront Luxury Island Escape on Hapuna Beach at Mauna Kea
Luxury oceanfront Hapuna Beach Residence A25 on Hawaii's Big Island hosts 8 guests. Unobstructed panoramic ocean views blend indoor-outdoor living with floor-to-ceiling sliding window walls, making you feel immersed in the stunning Hapuna Beach landscape the moment you...
New Listing! Chic, Cozy, and so Kaanapali
Kaanapali Shores 736 is a charming Studio condo with central air conditioning, comfortably accommodating up to 4 guests. Perched on the seventh floor, this unit features an open-concept design, creating a peaceful island retreat. After a day of adventure, relax on the...
Premium One Bedroom One Bath Ocean View - The Whaler 1119
The Whaler Resort is perfectly located directly on Kaanapali Beach, just steps from soft sand and sparkling waters, offering one of Maui’s premier resort settings.Relax by the oceanfront pool and hot tub or swim in the clear blue Pacific. Enjoy the convenience of...
Kaanapali Alii 1922 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 192, a stunning one-bedroom ocean-view condo with a fully enclosed den that comfortably serves as a second bedroom. This elegant retreat...
Westin Ka'anapali--Spacious Studio with full kitchen-- full resort access
On beach with outdoor pool, near Whalers VillageGuests of this beach resort will appreciate convenient onsite amenities such as a hot tub and a fitness center. Air-conditioned accommodations at this resort offer safes and coffee/tea makers. Rooms open to balconies....
New Listing: Spacious 1BD with Mountain and Ocean Views
Lahaina Shores 302, 1-BD Suite — Enjoy Ocean and Mountain ViewsDiscover your perfect Maui escape at Lahaina Shores Unit 302! Your Maui adventure begins with breathtaking mountain and ocean views and the tranquility of dual private lanais. This inviting corner condo...
Situated on a private walk up cul-de-sac within walking distance from The Club at Kukui'ula, Bungalow 1B allows guests to experience golf-view one-bedroom tropical living. This 1,275 sq. ft. bungalow opens into a high-ceilinged kitchen and living area with couch and...
Christmas in Hawaii!!! 2 BR & 2 BA Ocean View in Ko Olina on the island of Oahu
Marriott Ko Olina Beach Club is surrounded by clear blue waters and a picturesque lagoon. Just steps from the ocean on the island of Oahu. Soak up the sun by one of our three outdoor pools, work out in our state-o-the-art fitness center. During your stay enjoy...
The privileged third floor location of Mauna Lani Point C303 provides you with the most elevated and dramatic views on property. Once you open the front door to this vacation rental you will be greeted with the ocean and golf course views. Make your way out onto the...
Kaanapali Alii 4721 Bedroom | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 472, a gorgeous one-bedroom ocean view condo at Maui’s exclusive Kaanapali Alii Resort. This freshly remodeled residence offers a direct...
A Luxury Vacation Home: KGV 12V3
Welcome to your dream vacation rental! Kapalua Golf Villa 12 V3, is nestled in the beautiful area of Kapalua, offering guests a truly stunning view of the lush green fairways of the golf course and the sparkling blue waters of the Hawaiian ocean beyond.This top floor...
Bright 3-bedroom tropical house in Waimanalo Beach Lots
Welcome to our tropical home, a bright and breezy retreat just one block from Oahu's most beautiful beach: four miles of soft sand and gentle waves await you! From the house and patio, you’ll enjoy breathtaking sunset views over the Ko’olau mountains. From the sandy...
Aulani, Disney Vacation Club Villas - 1 Bedroom Villa - Standard View
1 Bedroom Villa • King Bed + Queen Sleeper Sofa + Twin Pull-Down Bed • Sleeps 5 Experience the spirit and stories of Hawaiʻi at Aulani, A Disney Resort & Spa, a full-service oceanfront resort located in Ko Olina, Oʻahu. Designed to celebrate Hawaiian culture and...
Wailea Beach Villas PH404 - 2 Bedroom Ocean View Penthouse
Wailea Beach Villas Penthouse 404 is a stunning two-bedroom plus den, two-bathroom ocean view residence offering over 1,978 sq. ft. of elegant indoor-outdoor living. Situated on the fourth floor, this penthouse enjoys sweeping views of the Pacific Ocean, Kaho\'olawe and...
Fabulous Renovated Honolulu Loft with A/C
Summary:*** Disclaimer: All rooms are renovated in a similar fashion. Furniture style may vary in pictures and in the unit. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. Enjoy a stylish experience at this centrally-located...
Spacious 5 bdrm Home steps from Hukilau Beach, AC, Ocean Views, 30-day
This home has a casual Island feel but with updated features. It was fully renovated 8 years ago and within the last 2 months we have given it a mini makeover. We love how spacious and private it feels and also its location right across the street from one of the best...
Royal Sea Cliff Kona 314 Oceanfront 2 Bedroom 2 Ba
Set along the Kona coast, this two-bedroom oceanfront condo offers an unbeatable location and panoramic ocean views. Just minutes from town, it’s the perfect blend of comfort and coastal beauty. Unit 314 Oceanfront 2 Bedroom 2 Bath• 3rd floor condo on the north side of...
Marriott's KoOlina Beach Club Resort. Amenities Included. 1-Bedroom Condo
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this elegant, 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 𝟏-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐕𝐢𝐥𝐥𝐚 at one of Oʻahu’s most exclusive 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐑𝐞𝐬𝐨𝐫𝐭𝐬 — 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐊𝐨 𝐎𝐥𝐢𝐧𝐚 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛.Unlock 𝐌𝐞𝐢𝐥𝐢 𝐌𝐞𝐦𝐛𝐞𝐫-𝐎𝐧𝐥𝐲 𝐑𝐚𝐭𝐞𝐬 & 𝐔𝐩𝐠𝐫𝐚𝐝𝐞𝐬:𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 ($500–$1000 𝐎𝐅𝐅 𝐬𝐞𝐥𝐞𝐜𝐭...
10th Fl Waikiki Shore Studio | Beach front | AC
Studio unit with gorgeous ocean views of Waikiki Beach. This stylish oceanfront studio puts you steps from the sand, Fort DeRussy Park, and some of Waikiki’s best shopping, dining, and nightlife.The SpaceWake up to panoramic views of the Pacific Ocean and Oahu’s Ewa...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Grand Suite | 3 Units, 9 Bedrooms | HK ML-1418
** 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...
Waiulu Villa 125B – Spacious Golf View | Onsite Staff & Daily Housekeeping
This spacious 3 bedroom, 3.5 bath single-level upper corner floor villa sleeps up to 6 and is centrally located in one of Hualalai Resort’s most popular neighborhoods on Waiulu Street. Located just 5 minutes from the Resort’s pools and restaurants, Waiulu Villas also...
3 bedroom 3 bath townhome in enchanting Mauna Lani Golf Villas
Escape to a tranquil retreat at this 3-bedroom townhome in the Mauna Lani Beach Resort. With 1 king bed and 3 queen beds, guests can unwind in comfort. The property features 3 bathrooms with amenities like 3 seperate living room spaces and built in lanai grilling ....
Waikiki great view on 34th floor 1BR corner unit & Large terrace! New flooring!
Nestled in Honolulu, this 1-bedroom, 1-bathroom condo brings it all within your reach. Fans of nature and the outdoors will love being 11 minutes by foot from Waikiki Beach and 14 minutes from Kuhio Beach. International Market Place is an easy 7-minute walk away and...
Couple's Escape! Modern Oceanfront Room | Outdoor Pool Access + Fireplace
This listing is for a room within a hotel.✦ Your room is 588 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV, available with Standard cable.✦ Cleaning services availability and frequency vary by stayThere are a few additional details to know...
Regency at Poipu Kai 123 By Parrish Kauai - Short walk to Beach
The Regency at Poipu Kai offers some of Kauai’s most refined condo accommodations on the South Shore. Fully air-conditioned and beautifully furnished, each villa features stylish interiors and modern amenities—delivering relaxed island living just minutes from Poipu...
Perfect hidden gem hidden away in oahu in a town called ewa Beach
Imagine a beach front home to yours and yours only perfect for Those want to be hitting away and i've your own private area and Free of unwanted attention and publicity with Send between your toes Light cool breeze.The sounds of waves crashing on the shore as it soothes...
Seaside Surf Spot Oceanfront 1-bedroom in Ma'alaea with AC
The Seaside Surf spot is on the water's edge in Ma'alaea Bay, Maui, Hawaii at Ma'alaea Kai. "Freight Trains" Surf spot is just outside your door. With beautiful, unobstructed views of Haleakala looming over Ma'alaea Bay from the lanai and Molokini and the harbor from...
Coconut Plantation 1192-2 by Gather w/ Pools, Lanai & Walk to Beach
Welcome to Coconut Plantation 1192-2 by Gather, a charming two-bedroom, two-bath villa in the gated Coconut Plantation community at Ko Olina Resort. This tranquil retreat blends classic island architecture with modern comfort—perfect for a month of relaxed Hawaiian...
AS5 Cozy Studio at the Heart of Waikiki
Aqua Aloha Surf Waikiki is located in the heart of Waikiki, the world-renowned Waikiki, you’ll have quick access to all that this historic part of town has to offer, including an array of shopping, dining, and entertainment options. Not to mention the famous...
Elevate Your Hawaiian Getaway at Lagoon Tower by Hilton – 2 Bd. Ocean View
Nestled within the stunning Hilton Hawaiian Village® Waikiki Beach Resort, the Lagoon Tower delivers a vibrant vacation experience that’s both luxurious and family-friendly. With breathtaking ocean views, spacious accommodations, and endless activities, this is the...
Experience Your Perfect Maui Getaway at Condo #3-408: Ocean Views & Amenities!
#3-408 has everything you will need for the best Maui stay! This updated condo feels like your home away from home with all cooking gadgets and service needs supplied along with crisp, clean linens and towels and even beach chairs to take across the street to Charlie...
Wailea Ekahi Village 54B - 1 Bedroom Garden View Condo
Wailea Ekahi 54B is a luxurious one-bedroom two-bathroom vacation rental offering an exceptional blend of comfort and elegance, set within the stunning Wailea Ekahi Village. This inviting ground floor condo boasts a prime location with direct access to lush, tropical...
Aqua Aloha Surf Waikiki 1202 Superior Studio w/Lanai & Partial City Views
Aqua Aloha Surf Waikiki #1202 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, Sleeps 2, 335 Sq Ft.Aqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site...
Maui Ka’anapali Villas #202: One-bedroom garden view condo at Beach Front Resort
Maui Ka’anapali Villas #202: One-bedroom garden view condo at Beach Front Resort on N. Kaanapali BeachThis condominium is located in the Aloha Tower, the central hub of the property. Situated on the second floor, this condo has views of the surrounding foliage. This...
Kailua Luxury Beachfront House
Prices start at $36,000/month and will not be pro-rated based on the length of stay. Please inquire for an accurate quote.Welcome to Kailua Beach Villa. This luxury beachfront home is perfect for your next Hawaiian vacation. This spacious 2 level home has 5 bedrooms (1...
Kona by the Sea Charming 1-Bedroom Condo with Ocean View
Escape to paradise in this inviting 1-bedroom, 2-bath condo featuring breathtaking ocean views. Perfectly situated at Kona by the Sea condominiums, allowing you to fully immerse yourself in the beauty of the Hawaiian lifestyle.Step inside to discover a cozy living area...
Koloa Kauai 3 Bedroom Condo Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Settle in and immerse yourselves in the beauty and wonder of Kauai with those closest to you. Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in the...
Beautiful Ocean View Hanalei BAY Resort
Exceptional Timeshare Unit 3301/3302 Guava has been known for the best oceanview on the property!! Two adjoining units nestled and perched on the cliff front of Hanalei Bay. From your private oversized lanai, you'll enjoy panoramic views of "Bali Hai" cascading...
PW9F-23 Modern Cozy Waikiki Studio Across Hilton Village 9
Right across to Hilton Village. Fireworks every Friday 7:45pm. Centrally-located on the Waikiki Strip in Aqua Palms Hotel. Take a walk to the beach about 5 min, minutes away to Ala Moana, and many restaurants. Thoughtfully furnished and decorated for comfortable...
Velzey Villa by Gather – 3BR w/ Lanai, Full Kitchen & Washer/Dryer
Located just steps from Velzyland Beach on Oahu’s North Shore, Velzey Villa offers the comfort of a private 3-bedroom, 2-bath home with 1,232 sq ft of indoor living space. Designed for families, surf travelers, and those who want to experience Haleiwa at their own pace,...
Aulani, A Disney Resort & Spa - Deluxe Studio Standard View
Hawaiian-Inspired Comfort at Aulani, A Disney Resort & Spa – Deluxe Studio (Standard View) Deluxe Studio – Standard View • Queen Bed + Queen Sleeper Sofa • Sleeps 4 Experience the magic of Hawaiʻi at Aulani, A Disney Resort & Spa in Ko Olina, Oʻahu. This deluxe studio...
Kapalua Bay Villa Units with Stunning Views, Sleeps 10 in total.
This listing is a combination of 2 separate units close to one another.The ResidencesNestled in the exclusive Kapalua Bay Villas on Maui’s west shore, these two luxury villas offer the perfect retreat for families or groups seeking both privacy and connection. Guests...
The Grand Islander, a Hilton Grand Vacations Club - 1 Bedroom Premier Luxury - Ocean View - 1DL
High-Floor Ocean Luxury at The Grand Islander – 1-Bedroom Premier Luxury Retreat Product Description 1 Bedroom Premier Luxury • Ocean View • Sleeps 4 Enjoy elevated island elegance at The Grand Islander, a Hilton Grand Vacations Club in this 1-Bedroom Premier Luxury...
Kaimana Beach Getaway | Park View King | Direct Beach Access
Set between the Pacific Ocean and Kapiolani Park, Kaimana Beach Hotel offers a peaceful escape on Oahu’s Gold Coast. This Park View King room features generous space and calming views of lush greenery. Ideal for nature lovers who enjoy tranquil mornings and quiet...
** 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...
** 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...
Situated in the closest columns to the ocean at the entire Honua Kai Resort, this phenomenal 6BR offering combines two of the absolute finest 3BR/3BA oceanfront residences on offer to create a true masterpiece, perfectly suited to larger groups or families. Each...
** 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 Oceanfront Living in Kona!
Discover this newly remodeled (in 2024) Oceanfront 1-bedroom gem in Kailua-Kona. This sought after condo offers discrete luxury living right on the Pacific Ocean. Watch the sunset with uninterrupted views directly from your lanai, watch the whales breaching without even...
The Westin Nanea Ocean Villas Resort & Spa Hot Tub
Experience - a state of relaxation and repose - firsthand at The Westin Nanea Ocean Villas! Set on twenty-six acres of lush, tropical land and infused with a variety of Hawaiian design elements, The Westin Nanea Ocean Villas blends a top-notch vacation experience with...