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.
Spacious 2BR Condo On The Beach - Family Friendly - Beach Gear Rentals!
Come explore the Big Island at this premium-level Marriott property on the beach. Surrounded by the clear, blue waters of the Pacific, this dream getaway is the perfect place to enjoy your next tropical destination.This property has everything you need for a tropical...
Oceanfront Stunning Ocean Views in Paradise at Lahaina Shores Studio
Oceanfront Paradise Studio | Prime Lahaina Location | Stunning Ocean ViewsThe SpaceStep into your own slice of Hawaiian paradise! This thoughtfully designed studio offers everything you need for an unforgettable Maui getaway. Floor-to-ceiling windows frame breathtaking...
Wyndham Kona Hawaiian - 2 BR Condo. Pools, Hot Tubs, Near Beach and Kona Village
Kailua-Kona is waiting for you at this spacious 2-bedroom condo. Inside, guests will find a king bed and a queen bed, perfect for a good night's sleep. With amenities like WiFi, AC, pools and a fitness room, you'll have everything you need for a comfortable stay just...
3BR 2.5 BA Panoramic Ocean Views Oasis Na Hale A3
Escape to paradise with this picturesque vacation rental located in the esteemed Na Hale O Keauhou community in Kailua Kona, Hawaii. This tranquil and polished space offers one of the best ocean views in the complex, allowing you to immerse yourself in the beauty of the...
Renovated 1BR at Maui Banyan - Pool, Hot Tub, A/C
** 10% of profits go to the Hawaii Community Foundation to support the people affected by the wildfires. Mahalo! **Experience all that Maui has to offer from our newly remodeled condo: ✓ Right across the street from Kamaole Beach II✓ King bed + blackout curtains✓...
Coconut Plantation 1074-4: Upscale 3BR Beach House—Walk to Lagoons & Golf Course
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.As of 07/14/2025Scheduled Maintenance Notice...
Honua Kai Konea 107 Ocean View 2 Bedroom 2 Bath
Konea 107 Ocean View 2 Bedroom 2 Bath- Exclusive on-site provider with the only homes that meet the prestigious AAA 4-Diamond designation- Private spacious lanai opens up to a lush Garden landscaped courtyard with convenient access to the pools- Over 1,300 sq. ft. of...
Maui Resort Rentals: Honua Kai – Incredible 6 Bedroom Oceanfront Gem, Over 4200 combined Sq. Ft. w/ Built-in Viking B.B.Q.!
This 6BR offering combines one of the finest 3BR oceanfront residences at Honua Kai, with a neighboring 3BR oceanview residence to create an epic gathering space, perfectly suited to larger groups and families. Each residence boasts stunning ocean views, abundant living...
Tranquil Beachfront Duplex-type Private House!
The property is located BEACHFRONT. A duplex-type private house and a beach!120 linear feet of beachfront property. Experience the best Hawaii has to offer, living in Paradise, only 5 miles from famous North Shore beaches, PCC, Turtle Bay Resort, Sunset Beach, Pipeline,...
Wailea Elua Village | 706
Welcome to your dream vacation retreat in Wailea! As you step inside the newly renovated Wailea Elua 706, you'll immediately be captivated by the spacious and thoughtfully designed interior. The open concept living area is flooded with natural light, creating a warm and...
2 BEDROOM @ Marriott's Maui Ocean Club
Conveniently set in the Kaanapali Beach Resort district of Lahaina, Marriott's Maui Ocean Club - Lahaina & Napili Towers is located a 8-minute walk from Kaanapali Beach, half a mile from Hanakaoo Beach Park and a 18-minute walk from Alii Kahekili Beach. The property is...
Kuleana Club #608 Oceanfront - 1 bd 1 ba - Gated
Summary:Located on Maui's tropical west coast, the Kuleana Club has a panoramic view of the Pacific and the lovely offshore islands of Molokai and Lanai. This unit is a ground floor oceanfront condo, only steps to the ocean, and surrounded by a plush Hawaiian garden....
KPL 18 Kaanapali 2BD w Sweeping Ocean Views Pool AC
Kaanapali Plantation 18 Enjoy Sweeping Kaanapali Ocean Views and Walks to the Beach from this Well Appointed 2Bedroom, 2.5Bathroom Condo! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay: Whale Watch...
We are OPEN welcome back 536 GORGEOUS Studio Partial Ocean views from lanai
Welcome to Kaanapali Shores #536Located in beautiful and fabulous Kaanapali Shores, a AAA, triple diamond rated resort, on world famous Kaanapali Beach. The condo has a king size bed and a double sofa sleeper, central air conditioning, a fully equipped kitchen, an LED...
Wailea Ekahi Village | 3D
Discover your perfect island escape at Wailea Ekahi 3D, a beautifully appointed second-floor studio. Tucked away in the lush, tropical setting of Wailea Ekahi Village, this charming 600-square-foot condo offers garden serenity with elevated views and a glimpse of the...
Relaxing 1BR Suite at WorldMark Kona — Your Big Island Base
Escape to Hawaii with this comfortable one-bedroom suite at WorldMark Kona in Kailua-Kona. Designed for up to four guests, it’s perfect for couples or small families seeking both convenience and island charm.Inside you’ll find a master bedroom with a king bed plus a...
Family-friendly 2BD 2BA 2 Parkings Honolulu Home
Enjoy a peaceful stay at this 2-bedroom house in Honolulu. This lovely property features 1 king bed, 1 queen bed, and 2 sofa bed, perfect for a delightful getaway with friends or family. With 2 bathrooms equipped with a hair dryer and shower, guests can relax and...
Tantalus Glass House by Gather Modern Honolulu Retreat
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Perched high above Honolulu, Tantalus Glass...
Golf Villas Gold Partial Ocean View 1 Bedroom at The Kapalua Villas Maui
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Waikiki Studio | Balcony + Pool Access
Nestled near Waikiki Beach, this bright and modern studio offers a peaceful retreat just minutes from world-class shopping, nightlife, and iconic surf spots. Enjoy a private balcony with city and mountain views, a cozy queen bed, and a kitchenette for quick meals....
Beach Getaway! Relax on Waikiki Beach, 3 Amazing Units, Restaurant
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Puka Pa 8 – 4BR Hualalai Estate with Ocean Views, Pool & Golf Carts
This thoughtfully designed 4-bedroom, 4.5 bath home is the ultimate in modern design and construction and just 6 minutes to resort amenities. All four designer-appointed bedrooms are under one roof and ample outdoor space invites activities such as cooking, TV...
Peaceful oceanfront getaway
Summary:Relax with the whole family at this peaceful home. Our newly renovated oceanfront property is the perfect island getaway. With ocean and mountain views from your doorstep yet just minutes from the best local food and famous attractions you will enjoy the perfect...
Maui Ka’anapali Villas #273: One bedroom ocean vie
Maui Ka’anapali Villas #273: One bedroom ocean view on N. Kaanapali Beach with Pool and Beach Access. Maximum occupancy: 2Bright, open and spacious one bedroom loft condo with ocean views. The lanai is perfect for relaxing and enjoying the cool trade winds. The bright...
Cabin in Kealakekua with kitchen
Enjoy indoor/outdoor living Hawaii style! The Bamboo Cabin offers a cozy room that opens onto a private veranda with its own kitchen. Your senses will delight at all the beauty which surrounds you. Take a nap in the hammock or catch some rays on your lawn. Explore the...
Paradise Beach Estate: 6BR Oceanfront Villa w/ Pool, Spa & Views
Wake up to the sound of surf and the shimmer of the Pacific at Paradise Beach Estate, a six-bedroom, five-and-a-half-bath beachfront sanctuary in Honolulu’s coveted Diamond Head enclave. With 4,705 square feet of airy interiors, resort-style outdoor living, and...
Brand New Remodel, July 2016! Luxury Getaway With Stunning Ocean Views At the Ilikai Hotel
1 Bedroom Deluxe Yacht Harbor View on the 14th Floor!Enjoy stunning sunsets from your private lanai. This beautifully renovated condo has just finished renovations (with brand new stainless steel appliances and high-end finishing throughout the condo) & it desirable by...
One-Bedroom Premium Villa at the Westin Nanea, with Private Balcony
Welcome to this charming villa in Lahaina. This fantastic property features a cozy bedroom and a lovely living room with a sofa bed for extra guests. With amenities like a washing machine, WiFi, and a fitness room, your stay here will be nothing short of enjoyable....
Honolulu 30+ Night Island Retreat – Spacious 4BR
Escape to paradise with this spacious 4BR/2BA Honolulu rental, perfect for 30+ night stays. Just minutes from Waikiki Beach, Ala Moana, and Diamond Head, enjoy island living with a furnished courtyard, full kitchen, WiFi, and parking. Ideal for families, remote workers,...
1 bedroom ocean view condo on Kaanapali beachfront -- Recently renovated!
This 5th floor condominium (elevator bank nearby) offers ocean views from the master bedroom, living/dining room, and lanai, this spacious 1 bedroom unit offers you the opportunity to fully enjoy the spectacular Kaanapali Shores ocean front resort. The unit offers a...
On The Beach! Kahana Sunset C2 Stunning 2BR/2BA Beautifully updated Condo w/AC
Escape to this beautifully updated 2-bedroom townhome just north of Lahaina in Kahana. This inviting townhome features a primary suite with king bed and updated ensuite bathroom with shower. The guest room also has a queen bed (with an extra futon in the closet you can...
Wailea Ekahi Village | 6F
Wailea Ekahi Village 6F is a premier vacation rental located in the heart of Wailea, Maui. This one-bedroom, two-bathroom condo located within the resort community of the Wailea Ekahi Village, a low-density collection of condo clusters set across 34 acres of beautifully...
Beachfront Oasis- Walking Distance to Everything in S. Kihei!
November Special! Walk to everything in S. Maui!Kihei was unaffected by fires and everything is open! We have a special discount for November due to last minute cancellations!!Our condo is 45 minutes away from the disaster zone and is completely unaffected by the...
Marriott's Kaua‘i Beach Club | Three Studio Villas
Summary:Discover paradise at Marriott's Kauai Beach Club, nestled on the stunning Kalapaki Beach. Enjoy breathtaking ocean views from your villa, perfect for a relaxing getaway. This resort offers access to a beautiful beach, swimming pool, and various amenities....
Kapalua Bay Villa 19G4 Gold Oceanfront 1 Bedroom
- Villa closest to Oneloa Beach- One level condo with 19 stairs between parking and front door- Tile flooring throughout- Updated white kitchen with granite counters includes stovetop/oven, microwave, and refrigerator with ice maker, coffeemaker, cookware, tableware-...
New Listing | Maui Oasis at The Grand Champions unit 53
Forget your worries in the spacious and serene space. This recently refreshed bright, 1 bedroom, 2 bath condo is perfect for up to 4 guests to enjoy all of Maui's luxury establishments within walking distance. Retreat to the ground floor lanai where you will soak in...
Waikoloa Shores Beach Resort #132 Hale Kai
Aloha and E Komo Mai to the Shores of Waikoloa Hale Kai! Step into the welcoming open-concept living area that blends modern amenities with gorgeous furnishings, bathed in natural light that enriches the vibrant tones of the entire retreat. Our Newly remodeled and...
Kamaki House 4bed/3.5bath in Holualoa
Welcome to Kamaki House – your peaceful retreat in the heart of Holualoa, Hawaii. This beautiful 4-bedroom, 3.5-bath family home blends comfort, island charm, and stunning ocean views. Perfectly situated in Holualoa’s lush countryside, Kamaki House invites you to...
Luxurious KoOlina 2-bedroom, 2 bath beach villa located just outside of Honolulu
Discover comfort at our Oahu vacation resort. Pamper yourself at our premium vacation ownership resort, Marriott Ko Olina Beach Club, surrounded by clear blue waters and a picturesque lagoon. Our Oahu vacation resort is nestled within a beautifully landscaped, gated...
3 BedroomSuite, The Grand Islander Resort
Enjoy the glamour of this stylish, upscale place. Situated in one of the most desirable locations in Waikiki, The Grand Islander is an elegant 38-story tower soaring high above the area's legendary coastline. The Grand Islander offers access to 22-acre Hilton Hawaiian...
Maui Kamaole D211: Bright and open two bedroom condo in S. Kihei across fro
Bright and open two-bedroom garden view Condo. The master bedroom and bathroom are up in the loft which opens up to the living and dining areas. The living room has a vaulted ceiling. The kitchen is open to the dining and living areas creating a large living area. The...
Beautiful central kihei two bedroom (MBG309)
Hawaii Tax ID: TA-156-046-3872-01**Charming 2-Bedroom Condo Across from the Ocean in the Heart of Kihei, Maui**Stay in this delightful 2-bedroom, 2-bathroom condo, perfectly located just steps from the beautiful beaches of Kihei. Situated across the street from the...
Maui Ka’anapali Villas #148: Studio garden view condo
Maui Ka’anapali Villas #148: Studio garden view condo at Beach Front Resort on N. Kaanapali Beach.This newly remodeled condominium is located on the ground floor, giving quick and easy access to the pool. This luxurious studio is furnished with a king-sized bed and a...
Maui Resort Rentals: Honua Kai - 5 Total Bedrooms, Ground Floor Interior Courtyard, Steps to Pools, Beach, BBQs!
Comprised of two adjacent ground-floor 2BR suites and a neighboring 1BR suite, this luxurious five-bedroom offering is the perfect gathering place for large groups and families. Each suite features an expansive interior, a private lanai with a large adjoining lawn area,...
Kauai Oasis - Luxury 6 BR Kukui'ula Estate with Infinity Pool
Magnificent, spectacular, and amazing describe Kauai Oasis, a brand-new 2024 Kukuiʻula retreat. This luxurious home offers sweeping views of the ocean, Kukuiʻula golf course, Hā‘upu mountains, sunrise, and full moonrise. Watch the Milky Way and meteor showers from...
New Listing, Oceanfront Paradise, Kona Isle D3, 1BR
Oceanfront Paradise – Kona Isle D3 | 1BR Retreat with Stunning Views!Welcome to Kona Isle Unit D3 – Your Perfect Oceanfront Escape on the Big Island! Ground floor unit, so no stairs! Located just steps from the Pacific, this beautifully updated 1-bedroom, 1-bath...
Kapalua Bay Villa 25G2 Gold Oceanfront 2 Bedroom
- Villa closest to Oneloa Beach- 1st floor villa accessible by 16 stairs from parking lot- Large oceanfront lanai off living and dining areas with direct lawn access- Tile floors throughout- Updated kitchen with granite counters and high end appliances – fridge with...
Wyndham Bali Hai Villas | 5 2BR Villas Sleeps 30!
Summary:This listing is for five 2BR/2BA suites at Club Wyndham Bali Hai Resort in Princeville, HI. Live Suite guests will have access to all resort amenities. Each suite sleeps up to 6 guests. - Photos are stock photos provided by the resort. Your suite may vary...
Seaside Sanctum: Work and Play
Step into a world where magic meets comfort at our unique and delightfully family-friendly condo. Here in Kai Lani, you have access to all the perks of the the Koolina resort with the creature comforts and space in your home away from home. We are community within a...
Kapalua Bliss: Serene Villas in Hawaii's Nature Preserve
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...