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.
"Beautiful Luxury Condo with Gorgeous Views 1BR/1BA/1PKG at SKY ALA Moana"
"MODERN LUXURY CONDO WITH BEAUTIFUL VIEWS 1BR/1BA/1PKG AT SKY ALA MOANA""WELCOME TO SKY ALA MOANA" Luxury condominium built in 2023 conveniently located in Ala Moana. Enjoy beautiful views of city, mountain and sparking ocean. 1br/1ba /1assigned parking with Full...
Kihei 2 Bedroom Condo Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Located in South Maui, nestled within five acres of lush tropical landscaping. This low-density complex features amenities such as a large swimming pool, hot tub, tennis and pickleball...
Makahuena 2305 By Parrish Kauai - Great family space with AC
Located on the southernmost point of Kauai, this unique oceanfront property is situated on the edge of a bluff providing spectacular views of the blue Pacific and the entire Poipu coastline from each unit. Incredible ocean views are the dominant feature of this resort...
NEW! Spacious 3BR Home in Old Wailuku Town | Central to All of Maui
Modern Comfort in Old Wailuku Town – 3BR Ground Floor of DuplexStay where Maui locals live, in the historic Wailuku Town—an authentic small town with coffee shops, galleries, family diners, and historic charm. This fully rebuilt ground floor duplex (completed in 2025)...
Ocean View Studio at Westin Ka’anapali North
🏖 Resort Highlights✅ Directly on Ka’anapali Beach 🌴✅ Heated pools + kids’ areas + waterslides 🏊♂️✅ Access to both North & South resort amenities ✨✅ Beach cabanas, hammocks & oceanfront path 🏖✅ On-site restaurants & poolside bar 🍹✅ Westin Heavenly Spa (on South side)...
Recently Renovated - Wailea Golf Views
Welcome to Wailea Grand Champions 102, a luxurious 2-bedroom, 2-bathroom residence nestled between the fairways of one of Maui\'s most popular championship golf courses. This spacious second-floor unit, spanning over 1,400 square feet, offers a perfect blend of privacy...
Marriott Maui Ocean Club | Three 3BR/3BA Villas
Summary:Located on the shores of Ka'anapali Beach, Marriott Ocean Club is surrounded by Hawaii's beautiful scenery! The resort is the perfect family getaway with something for everyone to enjoy - beautiful pools, golf, on-site dining, spa services, and sports courts....
Ocean-MT Views From the Luxury Sky Ala Moana Condo with Amazing Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Sky Ala Moana is the newest addition to the luxurious building scene in Honolulu. Consisting of two...
Tropical 2BR Ocean View Retreat – Marriott Kauai Beach Club
Experience island serenity in this 2 Bedroom Ocean View Villa at Marriott’s Kauai Beach Club, nestled on the golden sands of Kalapaki Beach and surrounded by lush tropical gardens. Located just minutes from Lihue Airport, this resort combines oceanfront beauty,...
Kapalua Golf Villas | Large Bedrooms | KBM Resorts | 3 Units, 4 Bedrooms | ML-2294
** 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...
Paradise Resort Home in Ko Olina | TCP-1220-3
Welcome to your dream vacation home at Coconut Plantation - the most amazing destination in Ko Olina! Whether you're looking for a breathtaking sunset, a romantic getaway, a fun beach stroll, an exciting round of golf or a relaxing spa retreat, this resort has got you...
Manele Bay, Lanai Hawaii Ocean Facing Home
Spacious home on the island of Lanai. Footsteps from Four Seasons at Manele Bay Hotel and Hulopoe Beach. All the comforts of home in an island paradise. Two bedrooms, each with king-sized beds, and two and one half baths, including an outdoor shower. Ocean view and...
Unit 6 Waena Inn - Newly Renovated Maui Private Suite
Enjoy a cozy stay at this 324 sq ft modern Ohana studio apartment in Maui, featuring a small kitchenette and private bathroom. Large windows offer beautiful views of the West Maui Volcano and the warm Hawaiian breeze. With amenities such as A/C, Wi-Fi, smart TV, and...
Luxury Beachfront Escape! Lae Nani 411| 3BD with Ocean Views, Beach Access, Heated Pool & A/C!
Summary:Welcome to Lae Nani Kauai Starfish 411, your ocean view retreat with air conditioning and direct beach access.The Space:Experience relaxed island luxury in this beautifully renovated three bedroom, two bathroom ground floor condo. Located within the highly...
Newly Renovated 11th Floor Studio with Parking
We welcome you to be one of the first guests to enjoy our new renovation! Expertly thought out and every detail taken in to consideration in its design, with you in mind! A spa like custom tiled shower, full kitchen, and everything you could need for a comfortable short...
Steps Away from the Beach! 3 Premium Units, Private Lanai, Onsite Pool
Our spacious suites with private lanais offer breathtaking views of the pristine shoreline, courtyard, or garden, providing the perfect backdrop for relaxation and adventure. Stay connected with high-speed internet, unwind in our unique whale-shaped outdoor swimming...
33FL-Renovated Elegant Waikiki 1BR+Free Parking
Summary:Gorgeous 1BR unit situated in central Waikiki is a beautiful and cozy place to stay while enjoying your Hawaiian vacation. The unit, located on the 33rd floor, offers breathtaking and unobstructed views of the picturesque Hawaiian mountains, Ala Wai Canal, and...
Breezy, spacious 3 bedroom near beach, food land, Laie temple and BYUH. Cozy and clean. Spacious shared yard and private Laie to sit and relax. Great location in Laie. Quick walk over to Temple beach.
Kahala Lani: Balinese-Inspired Home with Private Pool
Set in the prestigious neighborhood of Kahala on O‘ahu’s sunny south shore, Kahala Lani by Gather offers a refined island retreat designed for family gatherings and relaxed luxury. Blending island-style architecture with Balinese-inspired touches, this five-bedroom,...
Ka’anapali Alii 3412 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 341, an elegant one-bedroom ocean-view condo, with a fully enclosed den that comfortably serves as a second bedroom. Enjoy breathtaking...
🏖️Large 3BR + Loft at Kanaloa | Pools, Golf Views & Prime Keauhou Location
Spacious Keauhou 3BR Condo with AC, Golf Views & Pools | Kanaloa at KonaEnjoy relaxed island living at Kanaloa at Kona in scenic Keauhou on the Big Island of Hawaii. This spacious 3-bedroom, 3-bath condo offers approximately 1,746 sq. ft. of living space with vaulted...
Waikiki Shore 205 Park View 1 Bedroom
Enjoy tranquil park views from this spacious one-bedroom retreat, set in the only condo on iconic Waikiki Beach. With lots of space and all the comforts of home, it’s a perfect place to unwind after a day in the sun.Unit 205 Park View 1 Bedroom 1 Bathroom• Waikiki Shore...
Charming 1-bedroom condo at Luana Kai in Kihei with WiFi B204
B204 is a charming one-bedroom, one-bathroom unit, situated on the 2nd floor (NO elevators so you are walking up stairs) is a wonderful tropical oasis for your dream vacation. Step into a spacious living area that comfortably accommodates up to four guests, making it...
*NEW 3BD Luxe Beach Estate |Pool, PickleB, Gym| AC
Welcome to our luxury 3BR/3BA estate in Poipu Beach Estates, just ½ mile from the beach. Perfect for families or groups, the property offers a beautiful common area with 2 large outdoor Lanais. Enjoy AC in each of the bedrooms, premium kitchen with quartz, and modern...
Island Charm Retreat at Inn on The Park | Walk to the Beach
*Important to note: if you're looking to book for longer than 30 days and the dates aren't showing as avaialble, please still reach out as the unit is likely available and we can assist in getting you booked for longer. Mahalo!*Incredibly located and uniquely designed,...
The Marbled Suite - Waikiki - Ala Moana - McCully
With all the convenience of Waikiki, but with free parking for your rental car. Located between Waikiki, Ala Moana, and the highway (without highway noise). For those looking to also explore outside of the tourist bubble called Waikiki, this location is golden. Minutes...
5-star Four Seasons style renovated gem with A/C and Ocean View
Located in Kailua-Kona, this superb 1st floor condo located in an oceanfront community offers a cozy retreat for guests. With 1 bedroom featuring a comfortable king bed and a well-equipped kitchen with Kitchen Aid appliances,granite counter tops and travertine floors...
Ocean View w/AC - Wailea Elua 306
Book with us and come to Maui to explore everything we have to offer!Wailea Elua is a premier resort located on Ulua Beach in the heart of Wailea. Maui's sunny south shore has some of the best beaches on the island. Ulua Beach is a top snorkeling and dive location in...
Kailua Kona Hawaii 3 Bedroom Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Nestled within one of Kona’s most exclusive gated communities, this 3-bedroom, 3.5-bathroom single-level luxury home offers the perfect blend of resort-style comfort and relaxed island...
Renovated 5BR w/ AC, Vaulted Ceilings & Lanai Ocean View Near Airport
Modern Kona retreat just 3.5 miles from the airport! New AC are installed on Jan. 2026. This spacious home features vaulted ceilings, a lanai with partial ocean view, and two fully equipped kitchen — perfect for families or group getaways. Located at 1,070 ft elevation,...
** 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...
Kapalua Bay Villa 18B2 Gold Oceanfront 2 Bedroom
- Villa closest to Oneloa Beach- Split level villa with no stairs between parking and front door- Tile floors throughout- Updated kitchen with granite counters includes – fridge with ice maker, stove/oven, microwave, dishwasher, cookware, tableware and unique chef’s...
C202 is a real favorite with great views of everything. 1 bedroom, 1 bathroom, remodeled partial ocean view with AC. C202 has a king size bed. Located on the 2nd floor, it has a an ocean view, views of the West Maui Mountains, pool and garden in the inner courtyard....
3rd Fl Ilikai | King | AC | Pool
The Space:Enjoy the perfect blend of harbor and ocean views from this beautiful suite, complete with a large lanai ideal for relaxing or watching the sunset. A sliding partition separates the bedroom from the living space for added privacy.Bedroom: King bed with sliding...
Tranquil Marina Front Pool House Resort
Marina Front Property in peaceful Cal-De-Sac with large tranquil salt water pool and marina access.Spacious outdoor patio lounge with BBQ grill and prep station and patio furniture and large TV.Parking for two cars! Close to Hanauma Bay, Kona Brewery, Costco, Koko Head,...
Kaanapali Maui Eldorado Garden View 2 Bedroom
Surrounded by tropical greenery, this two-bedroom garden-view condo is ideal for relaxing after a day at the beach. Located on Kaanapali golf course, it includes a full kitchen, comfortable living space, and plenty of room to unwind with loved ones. Garden View 2...
Marriott’s Kaua’i Beach Club Resort
1 bedroom, 2 bathroom Oceanfront Villa with lanai. Master bedroom, separate living room/kitchenette with Murphy bed, refrigerator, microwave, dishwasher and all kitchen utensils. Overlooking Kalapaki Bay.
Peaceful Oceanfront Haven | Lahaina Shores 509
Lahaina Shores 509 – Pacific Ocean ViewsLahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 509 is a 5th-floor oceanfront studio offering privacy and comfort for 2 guests. Step onto the private...
Aston Kaanapali Shores - Studio Resort View - No cleaning or Resort fees
All of our guests have complimentary access to our Maui specialist and support team during their stay.*This condo is in the Aston rental program and is subject to a $11.95/day parking fee to be paid to the front desk on property. {A valid credit card is required to...
Hapuna Beach Residence B13 at Mauna Kea Resort
This impeccable, oceanfront, newly-constructed, ground level island masterpiece offers floor-to-ceiling sliding window walls that create indoor/outdoor living space, a true chefs' kitchen outfitted with professional-grade Wolf, Sub-Zero and Miele appliances, wine...
New Listing, Vistas Waikoloa B203 2/2. Ocean Views
Tropical Retreat at Vistas Waikoloa B203- AC, WIFI and ocean viewsAloha and welcome to your serene escape on the Big Island! Nestled in the heart of Waikoloa Beach Resort, Vistas Waikoloa B203 is a spacious 2-bedroom, 2-bath condo offering comfort, privacy, and ocean...
One Bedroom Condo Across Kamaole Beach Park III
Our one-bedroom condo is conveniently located just a few minutes away from the world-class shops at Wailea which offer fine dining, shopping, a shopping market and nearby Kihei boat ramp for easy access to snorkel, diving, and fishing boat adventures! Enjoy the gorgeous...
Ocean View, Central AC, Pool, Spa, & Hot Tub
Welcome to Ka'anapali Shores, the perfect spot for your island escape! Relax while gazing out at the sparkling Pacific, with endless options for Maui activities, dining and adventures just a short walk or drive away!Highlights:-Two large sparkling pools with cabanas and...
4 Suites with Balcony and Living Area | Outdoor Pool & Free Breakfast
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
Charming apartment with AC and WiFi in serene Kailua.
New charming studio rental located on the owner's property in beautiful Kailua, Hawaii. Perfectly situated just moments away from stunning beaches, lush landscapes, and quaint town. This cozy retreat offers a unique blend of comfort, convenience, and island charm. The...
Ko Olina 2BR Villa at Marriott – Lagoons, Pools & Oahu Beachfront Stay
Experience relaxed island living in this spacious two-bedroom standard villa at Marriott’s Ko Olina Beach Club, located along Oʻahu’s beautiful western shoreline. Perfect for families or groups, this residence features a primary bedroom with a king bed and en-suite...
Hale Mahie Nene By Parrish Kauai - Great family home with AC & Pool
Hale Mahie Nene is a refined retreat designed for those seeking tranquility, indulgence, and island elegance. Tucked away at the end of a quiet cul-de-sac and surrounded by the lush fairways of Kiahuna Plantation Golf Course, this private sanctuary offers peaceful...
** 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...
A Marbled Suite near Waikiki, Ala Moana, McCully
Fully A/Ced apartment, marble floors, granite counter tops, queen size bed in each room, TV in living room, and a in-unit washer/dryer.Located in between Waikiki, Ala Moana, and UH Manoa, this is the ideal starting and ending point for every day.Less than 15 minutes...
** 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...